Cheshire Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tai Bui
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Cheshire Hotel Deals

Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 out of 5
1106 S Main St., Cheshire, CT
The price is NZ$191 per night from 23 Apr to 24 Apr
NZ$191
per night
23 Apr - 24 Apr
8.4/10 Very Good! (549 reviews)
"We only stayed 1 night, the check in was easy it took less than 5 minutes. We arrived a few hours prior to stated check in time and they checked s in and gave us key to our room no questions asked. The room is large with a small attached room with counter, chair, and coffe maker. There is a Sushi ..."

Reviewed on 14 Apr. 2024

Cheshire Welcome Inn
Holiday Inn Cheshire - Southington, an IHG Hotel
Holiday Inn Cheshire - Southington, an IHG Hotel
3 out of 5
64 Knotter Dr, Cheshire, CT
Fully refundable
The price is NZ$204 per night from 24 Apr to 25 Apr
NZ$204
per night
24 Apr - 25 Apr
8.2/10 Very Good! (846 reviews)
"Very clean hotel. Beds very comfortable. Friendly staff. Will definitely return."

Reviewed on 1 Apr. 2024

Holiday Inn Cheshire - Southington, an IHG Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$328 per night from 29 Apr to 30 Apr
NZ$328
per night
29 Apr - 30 Apr
8.8/10 Excellent! (1,213 reviews)
"The staff was amazing"

Reviewed on 15 Apr. 2024

New Haven Hotel
See all 1,101 properties in Cheshire
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Cheshire holiday package cost?
We make it simple to travel the world, with Cheshire holiday packages starting from just . You’ll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your travel itinerary?
How do I get a cheap travel package to Cheshire?
Track down flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a Cheshire holiday package. It’s as easy as that! From flights and hotels to tours and rental cars, Expedia is your gateway to cheap travel. And with over 550 air carriers and 1 000 000 hotel options around the world to choose from, you’ll never be short of choice.
Where should I stay in Cheshire?
With so much to do in Cheshire, it makes sense to book a hotel close to its attractions. Cheshire Golf Course, Cheshire Hollow Farm and Bartlem Park are some popular ones to put on your must-see list.
What are the top hotels in Cheshire?
Whether you plan to stay for just one night or a week in Cheshire, you’ll get a good night’s sleep at Cheshire Welcome Inn. This place is a top pick for plenty of travellers.
How far in advance should I book my Cheshire holiday?
It all depends on the airline, but you can usually compare international fares on Expedia up to 12 months in advance. While it’s generally a good idea to book ahead of time, lucky travellers occasionally find a cheaper flight just weeks prior to the date of departure.
What does an Expedia Cheshire travel package include?
Hotels, flights and rental cars — we have them covered. With Expedia, you can shape your Cheshire travel package just how you like it. All you have to do is work out just what you need. Once you’ve made your booking, you can add extras like tours and activities. The more you bundle, the greater the savings!
What should I know before booking a Cheshire travel package?
When you book your hotels, flights and car rentals together, you’ll score terrific discounts. Whether you’re organising a beach break in a villa or want to stay in a fancy hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Cheshire Expedia holiday package?
Yes — that’s one of the best things about an Expedia package. You get to decide. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your Cheshire trip.
If I'm not able to travel, can I cancel my Cheshire holiday package?
Yes, you can. We realise life happens, so we’re happy to help if you need to make changes to your Cheshire holiday package. It may be possible to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Cheshire

Image for Cheshire Hollow Farm

Cheshire Hollow Farm

Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theatre scene in this romantic area.

Cheshire Hollow Farm
Image for Cheshire Golf Course

Cheshire Golf Course

Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theatre scene in this romantic area.

Cheshire Golf Course
Image for Barker Character, Comic, and Cartoon Museum

Barker Character, Comic, and Cartoon Museum

You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theatre scene in this romantic area.

Barker Character, Comic, and Cartoon Museum

What to do in Cheshire

Image for Waterbury City Scavenger Hunt Excursion by Zombie Scavengers

Waterbury City Scavenger Hunt Excursion by Zombie Scavengers

NZ$32
Per adult
Waterbury City Scavenger Hunt Excursion by Zombie Scavengers
See all activities in Cheshire

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.